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Wine Country Estate Very Close to Wineries, Hiking Trails & More

Bedrooms 5
Space 3,200 sq. ft.
Property type estate
Minimum Stay 2 nights


About the property

Estate in prestigious gated community, 5 bedrooms and 3 full bathrooms & spa

APRIL Special Savings!

And NO TAX and NO BOOKING FEE (save ~ 20%)

Enjoy a private estate home located in prestigious Oak Hill. Located in Windsor, the Gateway to the Wine Country, just minutes from Healdsburg and Santa Rosa. World class wineries, fine restaurants and shopping are just minutes away. Just 5 miles from downtown Healdsburg with easy access to freeways and hundreds of wineries and world class restaurants. Hiking trails within 1 block and a vegetable garden for guests use are just a few of the amenities. Full concierge service for babysitters, wine tours / transportation, private chefs, massages and more.

The 5 bedroom, 2 story estate is over 3200 sq ft with 3 large bathrooms, generous chef kitchen, breakfast area, formal dining room with seating for 10 and comfortable living room with audio / video entertainment center. See our video for a great overview of the property.

The park like setting has tranquil gardens for outdoor entertaining along with a large gas grill and seating for 12. The oak tree studded lawns offer a relaxing setting with a large spa / hot tub. Property has fully fenced lawns.

Perfect for family / friend getaways, reunions, celebrations as well as corporate events / meetings.

We provide full concierge and childcare services to make this the most enjoyable vacation!

NEW! “14 kW Level 2 EV Charging Station” intelligent charger that is plug-compatible with almost all EV’s on the road today and will deliver continuous power.

More Details

Property Manager
Darlene Walley
Member since: 2003
Speaks: english
Response time:
Within a few hours
Response rate:
Calendar last updated:
May 26, 2017


Windsor Estate Accommodation and Amenities

Property Type:
  • estate
  • Guests provide their own meals
Floor Area:
  • 3200 sq. ft.
House Rules:
  • Max. occupancy: 12
  • Min. age of primary renter: 25
  • Parties/events not allowed
  • Non smoking only
  • No partied or events.
  • A signed copy of rental agreement and house rules is required for your stay.
Location Type:
  • Mountain View
  • Rural
  • Adventure
  • Away From It All
  • Budget
  • Family
  • Historic
  • Romantic
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning
  • Clothes Dryer
  • Fireplace ...
  • Hair Dryer
  • Heating
  • Internet
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking ...
  • Telephone
  • Towels Provided
  • Washing Machine
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Kitchen
  • Microwave
  • Oven ...
  • Pantry Items
  • Refrigerator
  • Stove ...
  • Toaster
  • Dining
  • Dining Area
  • seating for 10 people
  • 3 Bathrooms
  • Master Bathroom - toilet , shower , jetted tub
    Bathroom 2 - toilet , shower , Main floor
    Bathroom 3 - toilet , combination tub/shower , double sinks second floor
  • 5 Bedrooms, Sleeps 12
  • Bedroom 1 - 1 king , Main Floor
    Bedroom 2 - 1 queen
    Bedroom 3 - 1 king , Twin option
    Bedroom 4 - 1 king , twin option
    Bedroom 5 - 1 king , Master
  • DVD Player
  • Satellite / Cable
  • Stereo
  • Television
  • Deck / Patio
  • Lawn / Garden
  • Outdoor Grill
  • Long-term Renters Welcome
Pool / Spa:
  • Hot Tub
Onsite Services:
  • Chauffeur
  • Concierge
  • Massage
  • Private Chef
  • Staff
  • botanical garden
  • churches
  • cinemas
  • festivals
  • health/beauty spa
  • library
  • live theater
  • playground
  • recreation center
  • restaurants
  • synagogues
  • theme parks
  • winery tours
  • zoo
Leisure Activities:
  • antiquing
  • bird watching
  • boating
  • eco tourism
  • gambling casinos
  • horseback riding
  • miniature golf
  • outlet shopping
  • photography
  • scenic drives
  • shopping
  • sight seeing
  • walking
  • whale watching
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • fitness center
  • groceries
  • hospital
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • fishing
  • freshwater fishing
  • golf
  • hot air ballooning
  • ice skating
  • kayaking
  • mountain biking
  • rafting
  • tennis
  • water tubing
“Level 2” intelligent charger that is plug-compatible with almost all EV’s on the road today and will deliver continuous power at a rate of up to 10kW


Exceptional! 5/5 -
(6 traveler reviews)

Wine Country Estate Very Close to Wineries, Hiking Trails & More
average rating of 5.0 based on 6 reviews


  • 5 of 5

Our family travelled from different parts of the country to celebrate Christmas in Sonoma. The house was in a great location for hiking, running, supermarket, Starbucks. We were able to explore different wineries, local zoo and Sonoma Coastal Park. All in all, it turned out well. Most importantly, Darlene was very helpful in getting arrangements made.

  • Submitted: Jan 16, 2017
  • Stayed: Dec 2016
  • Source: VRBO, from HomeAway
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Sunnyvale, CA

Awesome place to stay - We would definitely return

  • 5 of 5

Very well decorated and in exceptional condition. The neighborhood is extremely high end and we loved our early morning and late evenings walks. We were 10-15 from Santa Rosa and 10 min from Healdsburg. There are wineries and grape vines within .25 miles of the property! The gem of this rental was the enormous and well maintained backyard. A great back yard for either kids or dogs. They even had a vegetable garden where we were able to use with some of our dinners. The early evenings were spent sipping wine and enjoying the sunsets. We would definitely return!

  • Submitted: Sep 3, 2015
  • Stayed: Aug 2015
  • Source: VRBO, from HomeAway
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2 0

Location, Location, Location!

  • 5 of 5

A group of us traveled from various locations in California to do the Vineman event (1/2 AquaBike). It was a perfect home for all of us to gather and it provided ample room to spread out, to cook, socialize and just chill. Loved the vegetable garden! The home is located close to where we needed to be for the event, to all of the wineries that we visited, golfing and the airport. I highly recommend this place! One item to take into consideration if all five bedrooms are being used is that the rooms that join together require you to pass through the front room in order to get out. Darlene was great and her replies to any questions or concerns we had were answered promptly. Looking forward to staying here again!

  • Submitted: Aug 6, 2015
  • Stayed: Jul 2015
  • Source: VRBO, from HomeAway
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1 0

Beautiful house and yard

  • 5 of 5

As soon as we pulled up, we were immediately impressed with the curb appeal of this gorgeous home. The house is spacious with a good layout. The yard is huge with great landscaping, vegetable garden you can harvest from, Adirondack chairs, hammock, hot tub, picnic table, grill and smoker. What else could you want? The kitchen is well-appointed, and we were not wanting for any cookware. The location is great -- close to downtown Windsor and Healdsburg. And just 0.2 miles from Foothill Regional Park, which has great trails for running and hiking. We saw a few mountain bikers and equestrians too. We had a girls' weekend here and absolutely loved it. Highly recommended!

  • Submitted: Jun 15, 2015
  • Stayed: Jun 2015
  • Source: VRBO, from HomeAway
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1 0

Just Wonderful

  • 5 of 5

We rented this spacious house to accommodate our out of town relatives during our son's wedding weekends and all of them ( 5 couples ) absolutely loved it.

They enjoyed the comfortable beds and big rooms, soaking in hot tub , reading in beautiful back yard gardens. Perfect location, grocery stores just minutes away. Easy access to highway ,wineries and parks.

" I wished I could have stayed longer to enjoy the big kitchen and beautiful dining room" my sister said.

It 's the best decision to gather the group of relatives in a home away from home instead of putting them in nearby chain hotels. The cost was about the same but quality no comparison.

Darlene is easy to work with, professional and responsible. I highly recommend this house for family reunion or to explore Sonoma County.

Thank you, Darlene, for the welcoming flower bouquet and two bottles of wine. My guests thought that was a wonderful touch.

  • Submitted: May 29, 2015
  • Stayed: May 2015
  • Source: VRBO, from HomeAway
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Perfect spot!

  • 5 of 5

This home is very spacious with nice size bedrooms. Perfect for a big family or group of friends. The bathrooms could use some updating, but that didn't bother us.

The back yard is beautiful. It's the house on the corner, so there is some street traffic. Lots of space for kids to play. We set up corn hole out back which was lots if fun. There us a large BBQ and table out back too.

The owner left wine and flowers for us...what a nice touch! Will definetly keep this house on the list for future trips. Thank you!!

  • Submitted: Oct 22, 2014
  • Stayed: Oct 2014
  • Source: VRBO, from HomeAway
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Nearest Airport
4 Miles
Sonoma / Santa Rosa (STS)
Nearest Golf
3 Miles
Windsor Golf Course (Public)
Nearest Motorway
1 Miles
Highway 101
Nearest Beach
3 Miles
Memorial Beach
Car: recommended


Rates & Availability

Windsor Estate Rental Rates

Rental Basis:
per property
Manager accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly Event
May 1 2017 - Oct 31 2017
2 night minimum stay
Notes: Rates are based on 10 guests; add $200 per night, per additional guest
My Standard Rate
2 night minimum stay
Notes: Rates are based on 10 guests; add $100 per night, per additional guest

Additional information about rental rates

Refundable damage deposit $250
Pet Fee $50
Cleaning fee $300

Rates are for 10 adults. $200 per additional 2 adults per night.
One night possible in off-season. No rate reduction for one-night.

One night deposit to reserve dates (2 nights if 7 or more nights)
Full payment due 30 days prior to arrival.
Refund minus $100 fee for cancellations over 60 days prior to arrival.
No refund within 60 days prior to arrival.

Manager's Cancellation Policy

  • 100% refund if canceled at least 60 days before arrival date.

Enter dates for accurate pricing


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